Vacation Rentals in Hawaii

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Top Cities in Hawaii

Top Vacation Rentals in Hawaii

Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3234)
"Friendly staff, beautiful pools and ocean view, close to many shops and dining."
The price is $383
includes taxes & fees
$324 per night
Sep 9 - Sep 10
Aston Kaanapali Shores
Aston Waikiki Sunset
4.0 star property
7.8 out of 10, Good, (2774)
"Easy access to Waikīkī and restaurants. "
The price is $288
includes taxes & fees
$244 per night
Sep 3 - Sep 4
Aston Waikiki Sunset
Aston Maui Kaanapali Villas
3.0 star property
8.6 out of 10, Excellent, (2249)
"This is our favorite place to stay"
The price is $429
includes taxes & fees
$364 per night
Sep 3 - Sep 4
Aston Maui Kaanapali Villas
OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2603)
"Fantastic stay for families!! "
The price is $953
includes taxes & fees
$882 per night
Sep 7 - Sep 8
OUTRIGGER Honua Kai Resort & Spa
Aston Mahana at Kaanapali
3.5 star property
9.0 out of 10, Wonderful, (1535)
"We were right on the beachfront and the experience in and around the property were exceptional!"
Aston Mahana at Kaanapali
Plantation Hale Suites
3.0 star property
8.0 out of 10, Very Good, (1493)
"The customer service was exceptional and friendly. Property was clean and very beautiful. "
The price is $303
includes taxes & fees
$257 per night
Oct 1 - Oct 2
Plantation Hale Suites
Royal Kahana Maui by OUTRIGGER
3.0 star property
8.0 out of 10, Very Good, (1290)
"Beautiful area and beach accessible, but need upgrade pools accented tile."
Royal Kahana Maui by OUTRIGGER
The Whaler Resort Kaanapali Beach
4.0 star property
9.6 out of 10, Exceptional, (80)
"The condo we were in was magnificent. The entire property was very clean and maintained. The only complaint was the pool towel situation. You are only allowed one towel. I like to have two - one to lay on and one to dry off with. Chair rental for the beach seemed expensive. "
The Whaler Resort Kaanapali Beach
Aston at the Waikiki Banyan
3.0 star property
7.2 out of 10, Good, (2449)
"The staff were very nice! My kids loved the pool and the playground. It was also a block away from the beach. "
The price is $261
includes taxes & fees
$221 per night
Sep 6 - Sep 7
Aston at the Waikiki Banyan
Regency on Beachwalk Waikiki by OUTRIGGER
3.5 star property
8.0 out of 10, Very Good, (361)
"Great location, friendly staff great stay!"
Regency on Beachwalk Waikiki by OUTRIGGER
Aston Waikiki Beach Tower
4.0 star property
9.2 out of 10, Wonderful, (1676)
"Great location and staff was very nice."
The price is $845
includes taxes & fees
$700 per night
Sep 13 - Sep 14
Aston Waikiki Beach Tower
Sugar Beach Resort
3.0 star property
8.6 out of 10, Excellent, (1006)
"nice place! "
Sugar Beach Resort
Kuhio Banyan Club
2.0 star property
6.8 out of 10, (1707)
"It was in the heart of the city"
The price is $184
includes taxes & fees
$153 per night
Sep 13 - Sep 14
Kuhio Banyan Club
Royal Kuhio
3.5 star property
8.6 out of 10, Excellent, (381)
"Great location, great room size, i would definitely stay here again. No issues. Very responsive v to our needs. Only suggestion is get Security Guards some costumer service seminars, their attitude can improve. "
The price is $258
includes taxes & fees
$219 per night
Sep 3 - Sep 4
Royal Kuhio
Castle Waikīkī Shore
3.0 star property
8.2 out of 10, Very Good, (1135)
"Clean and beautiful condominium"
Castle Waikīkī Shore
Wailea Ekahi - CoralTree Residence Collection
3.0 star property
9.2 out of 10, Wonderful, (479)
"Very beautiful "
Wailea Ekahi - CoralTree Residence Collection
Aston Maui Hill
3.0 star property
9.0 out of 10, Wonderful, (739)
"We had a great time in Kihei , the condo was great - it was myself, my husband and my sister . We celebrated her 50th birthday and we did a sea burial/ memorial out in the ocean for my Mom and Dad. When we arrived to the condo the A/C unit in the 2nd bedroom was not working. We called the front desk, they sent the handyman out and within 30 minutes they replaced the A/c unit - Now that is some customer service. The condo was perfect and clean. Our view of the ocean was great, and we loved that...
Aston Maui Hill
Sea Village
2.5 star property
8.6 out of 10, Excellent, (42)
"Great location."
The price is $260
includes taxes & fees
$220 per night
Sep 3 - Sep 4
Sea Village
Hilton Grand Vacations Club at Hilton Hawaiian Village
4.0 star property
8.6 out of 10, Excellent, (710)
"We had a wonderful time. Great view. Only negative would be that the pools weren’t as good as I would have thought and super packed like sardines. Otherwise great visit. "
The price is $418
includes taxes & fees
$354 per night
Sep 26 - Sep 27
Hilton Grand Vacations Club at Hilton Hawaiian Village
Waikiki Shore by OUTRIGGER
3.0 star property
8.0 out of 10, Very Good, (401)
"Nothing to say but a required field."
Waikiki Shore by OUTRIGGER
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Aloha to your slice of paradise in a Hawaii vacation rental

How much is a vacation rental in Hawaii?


Expedia has fantastic deals starting at just $184, up to $953 per night for top-end luxury vacation rentals in Hawaii. Prices depend on your travel details, such as location, dates, and property amenities.


How many vacation rentals are available in Hawaii?


There are Hawaii vacation rentals for you to choose from. At Expedia, you have a great selection of amazing properties all in one place, you just have to select your ideal stay.


Where can I find the best vacation rentals in Hawaii?


Discover the vibrant energy of a vacation rental on Oahu with North Shore’s gigantic waves, famous Waikiki beach, and exciting nightlife of Honolulu. Book a stay on Maui where spectacular waterfalls, laid-back beaches, and the luxury resort town of Wailea offer something for everyone. Get a Kauai island vacation rental to enjoy emerald mountain beauty and proximity to Poipu Beach—a gorgeous kid-friendly swimming spot. For volcanic drama, choose to  rent a property on Big Island and feel the lava power beneath you. The Hawaiian Islands each have a unique flavor, so discover your dream vacation rental with Expedia.


What type of vacation rental can I get in Hawaii?


A stay in a Hawaiian vacation rental could be a serene oceanfront cottage for two or a resort property stacked with watersports for the whole family. Condos, aparthotels, and luxury villas are just some of the vacation rentals Expedia offers in Hawaii. Use our property type search filter to pick the one for you. 


What amenities should I look out for in a vacation rental in Hawaii?


On-site casinos, hot tubs, and pools are the luxury extras that make your vacation special. And free Wi-Fi, air-conditioning, and parking can make your stay more comfortable. The right amenities can make all the difference to your Hawaii vacation rental.


What are some great ocean view vacation rentals in Hawaii?


Panoramas are par for the course in Hawaii, so why not go for the breathtaking ocean views and dramatic vistas at the exquisite Hyatt Residence Club Upper Floor Villa on Lahaina Beach in Maui. Another option is a modern oceanfront condo at Aston Kona by the Sea in the historic district of Kailua-Kona on the Big Island. And the palatial 4 bedroom villa on the 6th hole of Princeville’s Makai Golf Course on Kauai offers spectacular ocean views from the property and from your bubbling hot tub. 


Why book a vacation rental in Hawaii?


With many Hawaii vacation rentals on luxurious resorts, you get the best of the hotel experience with the freedom of your own space. That means access to incredible pools, spas, gyms, and beaches when you want them, and total privacy when you don’t. You can also rent other property types like vacation homes, you have plenty of choice.


How to get the best deal for a vacation rental in Hawaii?


Find an incredible deal on your Hawaii vacation rental by checking out the latest offers on Expedia. Or simply enter your travel dates and use our search filters to narrow your selection by price, amenities, or property type. The map makes it easy to choose a vacation rental on your favorite Hawaiian island or beach.


When is the best time to enjoy a vacation rental in Hawaii?


Hawaii’s beautiful temperatures all year makes it a fantastic vacation rental destination anytime. Visitors love travelling to Hawaii in to escape the weather at home. But low season means more deals on vacation rentals and quieter beaches in .


Why book a vacation rental with Expedia?


Expedia has incredible prices on Hawaii vacation rentals, flights, and car rentals from all the big names and bundled them together for you. And when you book these deals together, you get even bigger discounts!


Can I change or cancel my vacation rental?


Plans change—which is why we keep things flexible. You may be able to cancel your booking depending on the property and the type of deals you chose. Just go into your itinerary and follow the instructions or visit our Customer Service page for more help. For future bookings, keep an eye out for our flexible options, like free cancellation and reserve now, pay later.


Can I cancel my vacation rental?


Expedia offers free cancellation as well as reserve now, pay later options on some vacation rentals. Look out for details when you book or check your itinerary to see if your existing booking qualifies for cancellation. For more information on how to cancel or change your booking go to our Customer Service Portal


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